Braun Board

Territory Account Executive-Windsor

Toast · Windsor, ON, Canada

Base
Not disclosed
OTE
C$131K–C$210K
Quota attainment
Not disclosed
Posted
18d ago

Why it matters: OTE tells you what you could earn. Attainment tells you how realistic it is.

Ask: “What percentage of fully ramped reps hit quota last year?”

Still open · checked 3h agoon Toast's careers page

What Toast sells

Helps restaurants run, sell and keep guests

A restaurant owner has to run orders, staff, and guests all at once. Toast helps them run the day, bring in more sales, stay in touch with customers, and keep their team happy.

In plain English, from their own job posts. Something wrong? Tell us

More Industry-specific software companies →

The Braun Read

Worth a look

Solid on the basics. Use the first call to fill in the gaps.

Pay
OTE is listed. Ask what the base is.
Transparency
Shares 1 of 5: quota, attainment, deal size, territory, sales cycle.
Pipeline
Mostly self-sourced. Great if you like outbound, rough if you don't.
Time on market
Open 18 days.
Company hiring
Ramping up: posted 61 sales roles in the last 30 days. That many open roles can also mean churn. Ask how many reps are still there from last year.

Red flags

None spotted.

Green flags

  • Publishes OTE. It tells you the on-target earnings up front. Most postings don't.

Based only on what the posting says. Flags are a starting point for your first call, not a final judgment.

Questions to ask on the first call

Built from what this posting leaves out. How they answer tells you as much as what they say.

  1. 1.

    What percentage of fully ramped reps hit quota last year?

    OTE is what you could earn. This is how likely you are to earn it.

  2. 2.

    What percentage of reps on the team have been here more than 18 months?

    Tenure shows whether people stay long enough to get paid.

  3. 3.

    Has the comp plan changed in the last 12 to 18 months? What changed?

    A plan that changes every year means the goalposts keep moving.

  4. 4.

    Who sits with reps and reviews calls each week?

    Coaching is often what's behind a good or bad attainment number.

  5. 5.

    What's the base, and how is the rest paid out?

    OTE without a base doesn't tell you what you can count on.

  6. 6.

    Why is this role open? Did someone leave, or is it new?

    New headcount is growth. A replacement means someone left. Ask why.

When the offer comes

Save these for later. They land better once they've said yes to you.

  1. 1.

    Can I see the full comp plan in writing, including clawbacks and accelerators?

    What's in writing is what gets paid. Read it before you sign.

  2. 2.

    Can I see the actual comp distribution for the team last year, not just the OTE?

    The spread shows what most reps really take home. OTE is just the target.

  3. 3.

    I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?

    Leaving money behind is a fair reason to ask. The worst answer is no.

Josh's top five questions for any sales interview →

Going for your first AE role? Get the free interview kit → 24 questions, what good and bad answers sound like, and an offer comparison sheet.

Got an offer from Toast? Not sure about it?Ask me. I read every message myself. · JoshAsk Josh
+ Add offer details (optional)

Goes straight to my inbox. I never share it with employers or recruiters.

The role

Field AE selling Toast's restaurant platform to new restaurateurs in a Windsor, Ontario territory. You prospect, build a list, run demos, and manage the full sales cycle, with a strong self-sourcing focus.

New Logo · Outbound

Selling motion

New Logo

Who you're selling to

Buyer:
Restaurateurs and restaurant ownersIn their words: “sign up new restaurateurs in your territory”
Industry:
RestaurantsIn their words: “helps restaurants adapt, take control, and get back to what they do best”

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

C$131K–C$210K OTE

What is not disclosed

This posting doesn't tell you:

  • Base salary
  • Quota size
  • Quota attainment
  • Average deal size
  • Sales cycle length

The questions above cover the big ones.

Full posting
Toast is driven by building the restaurant platform that helps restaurants adapt, take control, and get back to what they do best: building the businesses they love. You will be part of a team that is transforming the way restaurants operate. Using a consultative approach, you will prospect, build relationships, and sign up new restaurateurs in your territory. By understanding their unique needs, you will develop a customized solution that helps their business thrive. We need your passion and sales expertise to help us build Toast across Canada. Must live local to Windsor or surrounding areas/willing to relocate. This is a field sales opportunity with 80% of your time spent in the field and 20% working from home. A day in the life (Responsibilities) - Generate a list of prospective restaurants and manage the entire sales cycle from initial call to close (experience with self-sourcing clients is a huge plus). - Conduct demos and develop a solution that best meets the prospect’s needs. - Partner with teams across the business to ensure that expectations set during the sales process are met in delivery. - Leverage Salesforce (our CRM) to manage all sales activities. - Understand the competitive landscape and determine how to best position Toast in the market. What you'll need to thrive (Requirements) - 1+ years of experience in a sourcing or closing sales role, restaurant operations, or a related field and industry. - Since this is a field position, you must have reliable transportation (will reimburse for mileage). - Strong communication, organizational and presentation skills with the ability to sell and negotiate at all decision-making levels. - Proven track record of success in meeting and exceeding goals. - Ability to work in a fast-paced, entrepreneurial and team environment. - Self-motivated, creative, and flexible. - General technical proficiency with software. - Experience with Salesforce CRM is nice to have. AI at Toast At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture. Our Total Rewards Philosophy We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits. *This role is for a current vacancy The estimated Total Targeted Cash compensation range for this role is listed below. Total Targeted Cash for this role includes base salary, commission, and bonus (if eligible). This role qualifies for uncapped commissions. The starting salary will be determined based on skills, experience, and geographic location. In addition to cash compensation, our total rewards components include benefits and equity (if eligible). Total Targeted Cash $131,000-$210,000 CAD How Toast Uses AI in its Hiring Process Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people. We ask that you complete interviews and assessments on your own, without real-time AI tools, recording, or transcription bots, unless we tell you otherwise in advance. To learn more: https://careers.toasttab.com/ai-in-hiring Our Approach to Hybrid Working We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the hospitality community, regardless of location. Please visit the Locations page on our career site to learn more about our in-office expectations by region: https://careers.toasttab.com/locations-toast People Are the Secret Ingredient in Our Recipe for Success At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry brings together people with a wide range of backgrounds, experiences, and perspectives, and we value that same breadth at Toast. We strive to build a culture grounded in authenticity, respect, and humility, where every Toaster has a real opportunity to grow, contribute, and do their best work—raising the bar in delivering exceptional experiences for our customers and each other. Apply today! Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com. ------ For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.
Apply →